Heirloom Tomato Salad with Pickled Fennel

A vibrant salad featuring colorful heirloom tomatoes paired with aromatic pickled fennel, charred Cubanelle peppers, and a delicate blend of spices. The dish balances sweet, tangy, and savory flavors with fresh and pickled elements.

6 servings
12 hr 44 min

Ingredients

  • 1 whole star anise pod
  • 1 teaspoon aniseed
  • 1 teaspoon coriander seeds
  • 1 teaspoon fennel seeds
  • ¼ teaspoon cumin seeds
  • ¼ stalk lemongrass
  • ¼ orange orange zest
  • 1 medium fennel bulb
  • cups unseasoned rice vinegar
  • ½ cup sugar
  • 2 tablespoons kosher salt
  • 2 pounds heirloom tomatoes
  • 1 cup cherry tomatoes
  • 2 tablespoons white balsamic vinegar
  • 7 tablespoons extra-virgin olive oil
  • to taste kosher salt and pepper
  • 2 whole Cubanelle peppers
  • to taste fennel fronds
  • 1 piece cheesecloth

Cooking Instructions

  1. 1.

    Toast star anise, aniseed, coriander seeds, fennel seeds, and cumin seeds in a small skillet over medium-low heat, stirring often, until fragrant, about 3 minutes. Bundle toasted spices, lemongrass, and orange zest in a piece of cheesecloth and tie with kitchen twine to make a sachet. Place sachet and fennel in a 1-quart jar or bowl.

    5 min

  2. 2.

    Bring vinegar, sugar, salt, and 1/2 cup water to a boil in a medium saucepan, stirring to dissolve sugar and salt. Pour vinegar mixture over sachet and fennel and let cool; discard sachet. Cover fennel and chill at least 12 hours.

    720 min

  3. 3.

    DO AHEAD: Pickled fennel can be made 2 weeks ahead. Keep chilled.

  4. 4.

    Combine large and cherry tomatoes, vinegar, and 6 tablespoons oil in a medium bowl; season with salt and pepper. Let sit at room temperature 30 minutes.

    30 min

  5. 5.

    Before serving, heat remaining 1 tablespoon oil in a medium skillet over high heat. Cook Cubanelle peppers, tossing often, until charred in spots, about 4 minutes.

    4 min

  6. 6.

    Serve tomato salad topped with peppers, pickled fennel, and fennel fronds.

    5 min